"@-Tides": The 1,2-dihydro-3(6h)-pyridinone unit as a β-strand mimic

S. T. Phillips, M. Rezac, U. Abel, M. Kossenjans, P. A. Bartlett

Research output: Contribution to journalArticlepeer-review

71 Scopus citations


The cyclic amino acid surrogate 1 was designed to mimic the extended conformation of a peptide unit and to provide hydrogen bond donor and acceptor functions conducive to β-sheet formation. A convenient synthesis of this unit and solution and solid-phase methods for its incorporation into an oligomer alternating with peptide units have been devised. The resulting "@-tides", as these oligomers have been designated, show a high propensity for self-association in comparison to oligopeptides; insights into the structure and dynamical properties of their antiparallel dimers have been obtained by NMR.

Original languageEnglish (US)
Pages (from-to)58-66
Number of pages9
JournalJournal of the American Chemical Society
Issue number1
StatePublished - Jan 9 2002

All Science Journal Classification (ASJC) codes

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry


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